反应详情

温度

-78 °C

2-Chloro-5-methoxy-benzeneacetic acid methyl ester (994 mg) was dissolved in THF and cooled to −78° C. Lithiumdiisopropylamide (2M in THF, 3.72 mL) was added drop wise and stirring was continued for 30 minutes. Iodomethane (879 mg, 0.39 mL) was added and stirring was continued for 30 minutes. The cooling bath was removed and the reaction was allowed to warm for 45 minutes. The mixture was poured into water and extracted with ethyl acetate. The organic extract was washed with brine, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (silica gel, ethyl acetate: heptane 1:3) to give the desired compound as a yellow oil (859 mg). 1H-NMR (□, CDCl3): 7.27 (d, 1H), 6.85 (d, 1H), 6.74 (dd, 1H), 4.17 (q, 1H), 3.78 (s, 3H), 3.69 (s, 3H), 1.48 (d, 3H).

1. stirringstirring
2. waitwas continued for 30 minutes
3. customThe cooling bath was removed
4. temperatureto warm for 45 minutes
5. additionThe mixture was poured into water
6. extractionextracted with ethyl acetate
7. extractionThe organic extract
8. washwas washed with brine
9. dry with materialdried over Na2SO4
10. customevaporated
11. customThe residue was purified by flash chromatography (silica gel, ethyl acetate: heptane 1:3)